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CHEBI:60639 - amoxicillin diketopiperazine

ChEBI IDCHEBI:60639
ChEBI Nameamoxicillin diketopiperazine
Stars
DefinitionA member of the class of 2,5-diketopiperazines obtained via autoaminolysis of amoxicillin.
Last Modified12 March 2019
Submitterzjosephs
DownloadsMolfile
FormulaC16H19N3O5S
Net Charge0
Average Mass365.411
Monoisotopic Mass365.10454
SMILES[H][C@@]1(C2NC(=O)C(c3ccc(O)cc3)NC2=O)N[C@@H](C(=O)O)C(C)(C)S1
InChIInChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-14(25-16)10-13(22)17-9(12(21)18-10)7-3-5-8(20)6-4-7/h3-6,9-11,14,19-20H,1-2H3,(H,17,22)(H,18,21)(H,23,24)/t9?,10?,11-,14+/m0/s1
InChIKeyIIZCCQJEPBWGJU-YXLKDIQASA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
allergen  A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
ChEBI Ontology
Outgoing Relation(s)
amoxicillin diketopiperazine (CHEBI:60639) has functional parent amoxicillin (CHEBI:2676)
amoxicillin diketopiperazine (CHEBI:60639) has role allergen (CHEBI:50904)
amoxicillin diketopiperazine (CHEBI:60639) is a 2,5-diketopiperazines (CHEBI:65061)
amoxicillin diketopiperazine (CHEBI:60639) is a thiazolidinemonocarboxylic acid (CHEBI:48875)
IUPAC Name 
(2R,4S)-2-[5-(4-hydroxyphenyl)-3,6-dioxopiperazin-2-yl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
Synonym  Source
amoxicillin 2,5-diketopiperazineChEBI
Citations